House Sitting In Upper East Side Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Maddie N.
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Sitter Profile Image: Maddie N.
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1. Maddie N.

I have a soft spot for dogs
Shorewood, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$50
per night
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Thank you so much Maddie! Wicket had a great time with you and he hopes to see you again soon :)

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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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2. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$60
per night
Profile image

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

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Sitter Profile Image: Alec B.
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Sitter Profile Image: Alec B.
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3. Alec B.

Third generation dog lover
Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$25
per night
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Alec was excellent with my 50 lb dog! He was kind enough to send updates and photos twice a day, and my dog loved his company. I'd recommend him to take care of anyones dog!

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Sitter Profile Image: Jessica Z.
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Sitter Profile Image: Jessica Z.
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4. Jessica Z.

Star Sitter
Loving sitter, enthusiastic walker
Lower East Side, Milwaukee, WI, 53202
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
98 reviews
33 repeat clients
from
$59
per night
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Jessica was great! Our emotionally needy animals soaked up her attention and loved on her right back. Super great communication throughout the stay, and lots of great photos. Thanks again, Jessica!

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Sitter Profile Image: Payton R.
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Sitter Profile Image: Payton R.
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5. Payton R.

making tails wag one walk at a time
Milwaukee, WI, 53211
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$40
per night
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Payton did a great job with Izzy!

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Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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6. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53212
1.3 mi. away
House Sitting
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night
Profile image

Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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7. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
18 repeat clients
from
$65
per night
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My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!

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Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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8. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
70 reviews
22 repeat clients
from
$65
per night
Profile image

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

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Sitter Profile Image: Brynn R.
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Sitter Profile Image: Brynn R.
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9. Brynn R.

Your pet's new bestfriend!
Lower East Side, Milwaukee, WI, 53202
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$40
per night
Profile image

Brynn was amazing with our 3 pups! This was our first time having someone new help us out and they all got to be very comfortable with her. She worked with our youngest a lot to help his reactivity, especially when we were leaving which was really hard for him. She was so patient with him and provided us with many pictures and updates.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Micaela B.
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Sitter Profile Image: Micaela B.
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10. Micaela B.

Star Sitter
Pet lover looking for new friends!
Riverwest, Milwaukee, WI, 53212
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night
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Micaela put us at ease when my husband & I left our dog with someone other than family for the first time. She sent regular updates & her communication was wonderful overall. Would absolutely book Micaela again.

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Sitter Profile Image: Marilia D.
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Sitter Profile Image: Marilia D.
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11. Marilia D.

Star Sitter
I've had 7 dogs at once. Trust me.
Estabrook Park, Milwaukee, WI, 53217
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
8 repeat clients
from
$70
per night
Profile image

Marilia is fantastic! We felt very comfortable leaving our two dogs overnight in our home with Marilia even after meeting her for the first time. Our girls were happy and healthy when we returned, and we feel even better about having Marilia take care of Rae and Frankie sometime in the future! Thanks Marilia!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Danielle A.
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Sitter Profile Image: Danielle A.
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12. Danielle A.

Star Sitter
Flexible, professional pet care
Upper East Side, Milwaukee, WI, 53211
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
13 repeat clients
from
$75
per night
Profile image

Danielle was fantastic. Great communicator and very personable. She was able to step in and help with my two dogs on a rather short notice, and I am truly grateful. I enjoyed receiving some photos and getting occasional updates. I will definitely have her to the house again and again! Thanks Danielle!

Sitter Profile Image: Missy U.
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Sitter Profile Image: Missy U.
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13. Missy U.

Rover 101
Reliable Pet Sitter & Walker! 🐱🐶
Shorewood, WI, 53211
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
14 repeat clients
from
$65
per night
Profile image

Missy was an amazing sitter for our pets while my husband and I were on a short getaway. She was was awesome to our dog and 2 cats, and we can tell she is a true animal lover. I felt completely at ease knowing she would take care of our animals as she would her own. She is very reliable, quick to respond, and sent plenty of updates. Our dog gets anxious a lot and she was extra attentive to him by giving him plenty of exercise and attention which helped him a lot!

Sitter Profile Image: Riley N.
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Sitter Profile Image: Riley N.
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14. Riley N.

Star Sitter
Animal lover since birth! PETS=FAM
Milwaukee, WI, 53212
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$60
per night
Profile image

Riley was great with our little anxious dogs. They immediately loved her and seemed very content when we got home! We’ll definitely book with her again!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenna M.
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Sitter Profile Image: Jenna M.
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15. Jenna M.

Caring and attentive pet sitter
Milwaukee, WI, 53202
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
from
$28
per night

I worked with Jenna for a couple of years, and we've remained close ever since. As I've gotten to know her, I've found that she is a genuine, caring and kind person who I would trust wholeheartedly with anything! She is dedicated, passionate and someone who I know I can count on when I need her.

Sitter Profile Image: Kimberly B.
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Sitter Profile Image: Kimberly B.
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16. Kimberly B.

Your pets are my new BFFs!!
Lower East Side, Milwaukee, WI, 53202
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$50
per night
Profile image

Kimberly did a great job taking care of my two dogs for a week! Just the right amount of communication and updates throughout the time she was house sitting. Lilo and Stitch were very content and well taken care of!

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Sitter Profile Image: Kathryn D.
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Sitter Profile Image: Kathryn D.
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17. Kathryn D.

Star Sitter
Excited to meet your furry friend!
Milwaukee, WI, 53211
0.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
8 repeat clients
from
$35
per night
Profile image

Kathryn has been amazing! She picked up a request super last minute and was so sweet to my pup. She really goes above and beyond what a typical dog watcher would do. Would definitely recommend!!

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Sitter Profile Image: Malissa N.
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Sitter Profile Image: Malissa N.
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18. Malissa N.

Specialized in House/Dog Sitting
Upper East Side, Milwaukee, WI, 53211
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
22 repeat clients
from
$78
per night
Profile image

Malissa was absolutely WONDERFUL! My little feral cat has NEVER snuggled with a sitter on the first visit, but Malissa had the magic energy and my boy felt safe enough to snuggle! Both my boys were very happy upon our return, she sent lots of photos, and my heart was so at ease knowing my kids were well taken care of! Thank you Malissa!

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Sitter Profile Image: Liz P.
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Sitter Profile Image: Liz P.
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19. Liz P.

Star Sitter
Pet Lover who works from home!
Riverwest, Milwaukee, WI, 53212
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
20 repeat clients
from
$45
per night
Profile image

Liz watched our two dogs and cat for a week and she was so kind and communicative! We felt very comfortable leaving our pets in her hands, they were very well cared for! We will definitely be using her again in the future.

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Sitter Profile Image: Nathan Y.
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Sitter Profile Image: Nathan Y.
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20. Nathan Y.

Comfortable with ALL size pets!
Milwaukee, WI, 53211
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$25
per night

Nathan is an amazing dog walker, anyone would be truly lucky to get him. Going different places with my crazy big dog and making her the happiest dog ever. Treats...pup cup trips...the best pictures I've ever seen of my dog. Whenever he is in town he comes to see my dog....he truly loves all the animals he takes care of...and everytime he comes over even my cat who mostly hides comes out to say hi and Nathan makes sure to give him attention and love too even though thats not part of his job. Look no further you have found trustworthy and honest person to walk your dog.

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Dog owners in Upper East Side Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 08 pet owners have reviewed house sitters in Upper East Side, Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Upper East Side Milwaukee.

Rover.com is the simple, savvy way to find and book Upper East Side Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Upper East Side Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Upper East Side Milwaukee house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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